Basic information Safety Supplier Related

1-TERT-BUTOXYCARBONYLAMINO-CYCLOHEXANECARBOXYLIC ACID

Basic information Safety Supplier Related

1-TERT-BUTOXYCARBONYLAMINO-CYCLOHEXANECARBOXYLIC ACID Basic information

Product Name:
1-TERT-BUTOXYCARBONYLAMINO-CYCLOHEXANECARBOXYLIC ACID
Synonyms:
  • 1-{[(tert-butoxy)carbonyl]amino}cyclohexane-1-carboxylic acid
  • RARECHEM EM WB 0029
  • N-BOC-AMINOCYCLOHEXYLCARBOXYLIC ACID
  • N-ALPHA-T-BUTOXYCARBONYL-1-AMINO-CYCLOHEXANECARBOXYLIC ACID
  • N-ALPHA-T-BOC-1-AMINOCYCLOHEXANE CARBOXYLIC ACID
  • 1-TERT-BUTOXYCARBONYLAMINO-CYCLOHEXANECARBOXYLIC ACID
  • 1-BOC-AMINO-CYCLOHEXANE-1-CARBOXYLIC ACID
  • 1-(BOC-AMINO)CYCLOHEXANECARBOXYLIC ACID
CAS:
115951-16-1
MF:
C12H21NO4
MW:
243.3
Product Categories:
  • Amino Acid Derivatives
  • Amino Acids and Derivatives
Mol File:
115951-16-1.mol
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1-TERT-BUTOXYCARBONYLAMINO-CYCLOHEXANECARBOXYLIC ACID Chemical Properties

Melting point:
176-178 °C (dec.)
storage temp. 
Sealed in dry,Room Temperature
form 
solid
color 
White
BRN 
4189683
Major Application
peptide synthesis
InChI
1S/C12H21NO4/c1-11(2,3)17-10(16)13-12(9(14)15)7-5-4-6-8-12/h4-8H2,1-3H3,(H,13,16)(H,14,15)
InChIKey
URBHKVWOYIMKNO-UHFFFAOYSA-N
SMILES
CC(C)(C)OC(=O)NC1(CCCCC1)C(O)=O
CAS DataBase Reference
115951-16-1(CAS DataBase Reference)
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Safety Information

WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29225090
Storage Class
13 - Non Combustible Solids

MSDS

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1-TERT-BUTOXYCARBONYLAMINO-CYCLOHEXANECARBOXYLIC ACID Usage And Synthesis

Chemical Properties

White powder

Uses

peptide synthesis

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

1-tert-butoxycarbonylamide cyclohexanecarboxylic acid was prepared as follows: sodium hydroxide solution (43 mL, 4 mol/L), THF (40 mL) and 1-aminocyclohexanecarboxylic acid (5.0 g, 34.96 mmol) were added to a round-bottomed flask, and di-tert-butyl dicarbonate (9.13 g, 41.96 mmol) was added to the reaction flask at 0 ??C. After dropwise addition was complete, the reaction system was After the dropwise addition, the reaction system was stirred at room temperature overnight. Water (100 mL) was added to the reaction system, acidified with hydrochloric acid (50 mL, 1 mol/L), then extracted with ethyl acetate (50 mL??2), the organic phases were combined, and the organic phases were washed with saturated brine (100 mL??2) and dried with anhydrous sodium sulfate. Filtered, evaporated the solvent under reduced pressure, the crude product was purified by silica gel column chromatography (petroleum ether/ethyl acetate (V/V) = 4/1) to give the white solid title compound 1-tert-butoxycarbonylamide cyclohexanecarboxylic acid (7.3 g, 86%).

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